N,N'-bis[((S)-1-phenylethyl)]-4(R),5(R)-di(1-ethenyl-2-propenyl)imidazolidine | 521310-11-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,N'-bis[((S)-1-phenylethyl)]-4(R),5(R)-di(1-ethenyl-2-propenyl)imidazolidine
• 英文别名: (4R,5R)-4,5-bis(penta-1,4-dien-3-yl)-1,3-bis[(1S)-1-phenylethyl]imidazolidine
• CAS: 521310-11-2
• 化学式: C₂₉H₃₆N₂
• 分子量: 412.618
• InChiKey: UMWQNWPFLRNBML-BYSIJJKSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N'-bis[((S)-1-phenylethyl)]-4(R),5(R)-di(1-ethenyl-2-propenyl)imidazolidine 在 Grubbs catalyst first generation 三氟乙酸 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以48%的产率得到N,N'-bis[((S)-1-phenylethyl)]-1(R),2(R)-diamino-3(S),6(R)-diethenylcyclohex-4-ene
  参考文献：
  名称：

  Progress towards the Stereoselective Synthesis of 3,6-Disubstituted 1,2-Diamino-4-cyclohexenes by Ring Closing Metathesis Reaction

  摘要：

  The ring closing metathesis of 4(R),5(R)-bis[1(S)-phenylethylamino]-3,6-diethenyl-1,7-octadiene required the preliminary formation of the cyclic formaldehyde aminal, then the use of the Grubbs, ruthenium benzylidene complex (10 mol %) in refluxing toluene in the presence of 2 equivalents of trifluoroacetic acid. The cyclic aminal was cleaved in situ after the cyclisation step, so that the final product was the 1,2-diamino-3,6-diethenylcyclohex-4-ene derivative. The predominant C-1-symmetric diastereomer was isolated with 48% yield.

  DOI：

  10.1002/1615-4169(200212)344:10<1068::aid-adsc1068>3.0.co;2-s
• 作为产物：
  描述：

  聚合甲醛 、 (4R,5R)-N,N'-bis[(1S)-1-phenylethyl]-3,6-divinyl-1,7-octadiene-4,5-diamine 在 magnesium sulfate 、 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 以97%的产率得到N,N'-bis[((S)-1-phenylethyl)]-4(R),5(R)-di(1-ethenyl-2-propenyl)imidazolidine
  参考文献：
  名称：

  Progress towards the Stereoselective Synthesis of 3,6-Disubstituted 1,2-Diamino-4-cyclohexenes by Ring Closing Metathesis Reaction

  摘要：

  The ring closing metathesis of 4(R),5(R)-bis[1(S)-phenylethylamino]-3,6-diethenyl-1,7-octadiene required the preliminary formation of the cyclic formaldehyde aminal, then the use of the Grubbs, ruthenium benzylidene complex (10 mol %) in refluxing toluene in the presence of 2 equivalents of trifluoroacetic acid. The cyclic aminal was cleaved in situ after the cyclisation step, so that the final product was the 1,2-diamino-3,6-diethenylcyclohex-4-ene derivative. The predominant C-1-symmetric diastereomer was isolated with 48% yield.

  DOI：

  10.1002/1615-4169(200212)344:10<1068::aid-adsc1068>3.0.co;2-s